Synthesis and Characterization of Novel Triarylamine Derivatives with Dimethylamino Substituents for Application in Optoelectronic Devices

Jung-Tsu Wu; Hsiang-Ting Lin; Guey-Sheng Liou

doi:10.1021/acsami.9b00402

Synthesis and Characterization of Novel Triarylamine Derivatives with Dimethylamino Substituents for Application in Optoelectronic Devices

ACS Appl Mater Interfaces. 2019 Apr 24;11(16):14902-14908. doi: 10.1021/acsami.9b00402. Epub 2019 Apr 9.

Authors

Jung-Tsu Wu¹, Hsiang-Ting Lin¹, Guey-Sheng Liou^{1

2}

Affiliations

¹ Functional Polymeric Materials Laboratory, Institute of Polymer Science and Engineering , National Taiwan University , 1 Roosevelt Road, 4th Sec. , Taipei 10617 , Taiwan.
² Advanced Research Center for Green Materials Science and Technology , National Taiwan University , Taipei 10607 , Taiwan.

PMID: 30924336
DOI: 10.1021/acsami.9b00402

Abstract

Two novel triphenylamine-based derivatives with dimethylamino substituents, N, N'-bis(4-dimethylaminophenyl)- N, N'-bis(4-methoxyphenyl)-1,4-phenylenediamine (NTPPA) and N, N'-bis(4-dimethylaminophenyl)- N, N'-bis(4-methoxyphenyl)-1,1'-biphenyl-4,4'-diamine (NTPB), were readily prepared for investigating the optical and electrochromic behaviors. These two obtained materials were introduced into electrochromic devices accompanied with heptyl viologen (HV), and the devices demonstrate a high average coloration efficiency of 287 cm²/C and electrochemical stability. Besides, NTPB/HV was further used to fabricate electrofluorochromic devices with a gel type electrolyte, and exhibit a controllable and high photoluminescence contrast ratio ( I_off/ I_on) of 32.12 from strong emission to truly dark by tuning the applied potential in addition to a short switching time of 4.9 s and high reversibility of 99% after 500 cycles.

Keywords: ambipolar; dimethylamino; electrochromism; electrofluorochromism; triphenylamine.